A process is provided for preparing azetidinones useful as intermediates
in the synthesis of penems and as hypocholesterolemic agents, comprising
reacting a .beta.-(substituted-amino)amide, a
.beta.-(substituted-amino)acid ester, or a
.beta.-(substituted-amino)thiolcarbonic acid ester with a silylating
agent and a cyclizing agent selected from the group consisting of alkali
metal carboxylates, quaternary ammonium carboxylates, quaternary ammonium
hydroxides, quaternary ammonium alkoxides, quaternary ammonium aryloxides
and hydrates thereof, or the reaction product of: (i) at least one
quaternary ammonium halide and at least one alkali metal carboxylate; or
(ii) at least one quaternary ammonium chloride, quaternary ammonium
bromide, or quaternary ammonium iodide and at least one alkali metal
fluoride, wherein a quaternary ammonium moiety of the cyclizing agent is
unsubstituted or substituted by one to four groups independently selected
from the group consisting of alkyl, arylalkyl and arylalkyl-alkyl.